I didn't track mine super close--and btw, I own 500 shares, not 1 or 10 or whatever--but as far as I know, nothing's "hinky" in gainskeeper or stock movements, etc.
As far as "settling," there's lots of confusion "out there" cuz of the published "formulas" for determining ex-date based on record date, size of the "divvy," etc. Bottom line, though, is if you buy before ex-date (and hold until ex-date), you're entitled to whatever the consequences are, f/s, r/s, cash...
For example, if you buy before record date, but sell before ex-date? You not only sold your shares but also your eligibility rights...